2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester

Base Information

• Chemical Name: 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester
• CAS No.: 295337-57-4
• Molecular Formula: C₃₇H₅₀ClNO₁₁S
• Molecular Weight: 752.323
• Mol file: 295337-57-4.mol

Synonyms:2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester

Chemical Property of 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester

There total 8 articles about 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

trans-1-chloro-2-penten-5-ol (78487-74-8) + 2-Methoxycarbonyl-hexanedioic acid 6-[(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-(toluene-4-sulfonylamino)-propyl] ester 1-methyl ester → 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester (295337-57-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 3.5h;

DOI:10.1016/S0040-4039(00)00710-3

Reference yield:

2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran (194861-23-9) → 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester (295337-57-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 16 h / 75 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C

3: dmap; 1,1'-carbonyldiimidazole / tetrahydrofuran; diethyl ether / 13 h / 20 °C

4: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3.5 h / 20 °C

With dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; triphenylphosphine; 1,1'-carbonyldiimidazole; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane; 1: Etherification / 2: Reduction / 3: Condensation / 4: Mitsunobu reaction;

DOI:10.1016/S0040-4039(00)00710-3

Reference yield:

methoxy-5-(methoxycarbonyl)-6-oxohexanoic acid (182884-47-5) → 2-Methoxycarbonyl-hexanedioic acid 6-{(S)-3-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propyl} ester 1-methyl ester (295337-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1,1'-carbonyldiimidazole / tetrahydrofuran; diethyl ether / 13 h / 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3.5 h / 20 °C

With dmap; triphenylphosphine; 1,1'-carbonyldiimidazole; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; 1: Condensation / 2: Mitsunobu reaction;

DOI:10.1016/S0040-4039(00)00710-3

upstream raw materials:

trans-1-chloro-2-penten-5-ol

2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran

2-(4-Hydroxy-butyl)-malonic acid dimethyl ester

methoxy-5-(methoxycarbonyl)-6-oxohexanoic acid

Downstream raw materials:

(E)-(S)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-14-oxo-4-(toluene-4-sulfonyl)-1-oxa-4-aza-cyclotetradec-7-ene-10,10-dicarboxylic acid dimethyl ester